HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 922739Generated: October 29, 2026
2-Methylbenzenesulfonic acid hydrate → 5-(4-Chlorobenzyl)-2-chloromethyl-2-methyl-cyclopentanone
https://huagongshe.com/reaction/922739
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Methylbenzenesulfonic acid hydrate | HCID 12496995 | — |
| Reactant | 1-(4-Chlorobenzyl)-3-chloromethyl-3-methyl-2-oxo-cyclopentancarboxylic acid methyl ester | HCID 86718256 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-(4-Chlorobenzyl)-2-chloromethyl-2-methyl-cyclopentanone | HCID 86718259 | 91.3% |
Reaction Steps
To 1.00 g of Compound 3-1-3 synthesized in Production Example 4, 0.578 g of toluenesulfonic acid monohydrate and 100 mg of water were added, and the resulting mixture was stirred in an oil bath of 120° C. for 1.5 hours. After the reaction, water was added to the reaction solution thus obtained, and extraction with ethyl acetate was then carried out. The extract was washed with an aqueous solution of sodium hydrogen carbonate and saturated brine. After the organic layer was dried over anhydrous sodium sulfate, the solvent was distilled away. The residue was purified by silica gel column chromatography to obtain 752 mg of Compound 4-1-3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09278966B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-e83c17d032ee49ad9eed6a208d26cd9d |
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| Source note | uspto-grants-2016_03 |
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